Vacation rentals in Tappan

Piermont Getaway Mt. Village Home. 30 min to NYC

Nestled at the base of Tallman Mountain lies the quaint village of Piermont where a population of 2,500 sleep, live & thrive enjoying life on the simpler side. Sip coffee on the porch overlooking the Sparkill creek. Stroll down Main Street to visit an array shops/restaurants. Fishing on the pier, dancing fireflies at night and wildlife throughout. A quick hike along the firetrail to the state park will overlook the backyard mountain, a view of the Hudson & catching a glimpse of NYC or a picnic.

Location · Family · Sleep quality

Spacious 3b/3b Mediterranean in White Plains

Bring the whole family to this great place with lots of room for fun, relaxation or hosting! This 3bed/3bath Mediterranean is freshly renovated with stylish touches & comfy furniture. The main floor of this multi family serves as a great spot to bring the family while visiting the area. The house boasts an oversized living room, formal dining room, large chef's kitchen, and plenty of sleeping space. With heat & AC throughout the entire 2k sf unit, this house is great for anything& everything!

Value · Location · Outdoor spaces

The Hollow Inn at Sleepy Hollow

The Hollow Inn, a charming retreat nestled in the heart of historic Sleepy Hollow—just 45 minutes from NYC and a 15-minute stroll from the Tarrytown train station. Whether you're planning a festive fall getaway with a large family or a peaceful couples’ retreat, this cozy spot is the perfect home base. October is truly magical here, Sleepy Hollow comes alive with Halloween festivities, haunted hayrides, lantern-lit cemetery tours, and more. Book your stay and experience the legend for yourself!

Value · Family · Kitchen

Aspen In Airmont

Welcome to "Aspen in Airmont", a unique lakeside cabin experience in Airmont, NY. Offering 9 beds across 4 rooms, including a lavish Master Suite with Tempurpedic mattresses, a Jacuzzi and separate shower. Our home is Highlighted by a 16-seat dining area, cozy indoor fireplace, and outdoor fire pit. Fits Small/Large Groups. Enjoy the year-round hot tub and in-ground trampoline. The perfect getaway with Friends/Family for vacation or Shabbos. (Located within an Eiruv, close to a local Shul)

Location · Value · Condition

Modern & Bright 2-Bedroom in a 1905 Victorian

Enjoy a stylish experience at this centrally-located place. Located in a prominent Monastery Heights area of Yonkers. Recently renovated Victorian gives you the character and charm of the older days with the style and modern amenities of today. ● CDC Cleaning Checklist ● Coffee, Creamer, Filtered Water ● Luxury Appliances ● Netflix, Hulu & Disney+ included ● Fast Wi-Fi ● Desk ● Pack ‘N Play ● Self Check-In ● Private Parking ● 1 King Bed, 1 Double Bed ● Luxurious Bedding ● Gourmet Kitchen

Value · Location · Walkability

Hudson River Suite - Dobbs Ferry

Bright, modern 1BR in the heart of Dobbs Ferry on a quiet street—just 6 mins walk from the train to NYC (30 mins to Grand Central). Open-concept layout with river views, high-speed WiFi & separate bedroom with a work desk. Walk to the best cafes, restaurants, bars, riverfronts, shops and trails. Easy street parking right out front. Ideal for remote workers, couples, families and creatives seeking a stylish, peaceful stay with easy access to the city. Sleeps up to 4. No outdoor access.

Location · Family · Check-in

Sweet & Cozy Home | Free parking

Public transportation just minutes away—bus steps from the home and train very close. Sweet & Cozy Home only 30 minutes from Manhattan. Welcome to your home away from home in Yonkers, NY. This two-floor apartment is perfect for families or groups, offering three comfortable bedrooms, a fully equipped kitchen, a cozy living room with Smart TV, and a private porch for morning coffee or evening relaxation. Easy commute to Manhattan, Bronx Zoo, Yankee Stadium, and other NYC attractions.

Value · Location · Air conditioning

Large New 4BR• Sleeps 13• Grand Central 30 mins

New York Gate is a bright, spacious, newly renovated 4-bedroom home on the NYC/Westchester border in Mount Vernon. Ideal for families & groups seeking the space of a whole home with fast direct access to New York City & the Hudson Valley. Grand Central is just 27–30 minutes away via Metro North. The perfect base for NYC sightseeing, sporting events, concerts, college visits and exploring the surrounding region. Free driveway parking. 241st Subway (2 train)-10 mins walk

Family · Location · Backyard

Modern 5BR 3 Full Bath, Fits 10 guests near NYC

Welcome to your home away from home! This newly furnished retreat features a brand-new kitchen, beautifully renovated bathrooms, modern furnishings, and bright, inviting spaces throughout. Enjoy the huge outdoor patio and fully equipped outdoor kitchen, perfect for relaxing or entertaining. Conveniently located near New York City and just 20 minutes from MetLife Stadium, it’s the perfect getaway for families, friends, and travelers seeking comfort and style.

Family · Location · Cleanliness

Peaceful 5 Bedroom 3 Bathroom House, 30 min to NYC

Beautiful newly renovated 5 bedroom, 3 bathroom home in quaint town 30 minutes to NYC. Perfect for a family getaway, friends trip or remote work! Enjoy hotel quality bedding, central AC, fully stocked kitchen, Smart TVs, dedicated work space, and enjoy some grilling outdoors on the patio. 30 min commute to NYC, Tuckahoe Metronorth station within walking distance, and beautiful playgrounds and parks nearby!

Location · Value · Checkout

Luxury 3BR • Sleeps 10 • Walk to Metro • Parking

Enjoy the perfect location! My place is just a few minutes’ walk to the Metro North train, making it easy to be in New York City in about 30 minutes. You’ll be close to everything — supermarkets, restaurants, coffee shops, and parks — all within a convenient distance. Ideal for guests who want comfort, accessibility, and quick travel into Manhattan.

Family · Value · Sleep quality

Idyllic & Chic in Piermont, 20 min from GW Bridge

Idyllic and charming home located in the Village of Piermont, a river town along the Hudson Valley, just 20 minutes from the George Washington bridge. Our home is right in town, set back from the main st yet steps away from the Bunbury coffee shop, restaurants, stores and a 5 min walk to the Hudson River and Tallman Park.

Family · Location · Check-in